(2S)-2-(aminomethyl)-N-ethyl-1-phenylcyclopropane-1-carboxamide

• ChemBase ID: 166230
• Molecular Formular: C13H18N2O
• Molecular Mass: 218.29482
• Monoisotopic Mass: 218.14191321
• SMILES: c1c(cccc1)C1(C[C@@H]1CN)C(=O)NCC
• Canonical SMILES: NC[C@H]1CC1(C(=O)NCC)c1ccccc1
• InChI: InChI=1S/C13H18N2O/c1-2-15-12(16)13(8-11(13)9-14)10-6-4-3-5-7-10/h3-7,11H,2,8-9,14H2,1H3,(H,15,16)/t11-,13?/m1/s1
• InChIKey: UVKUMJGXPDEXSQ-JTDNENJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(aminomethyl)-N-ethyl-1-phenylcyclopropane-1-carboxamide
• IUPAC Traditional name: (2S)-2-(aminomethyl)-N-ethyl-1-phenylcyclopropane-1-carboxamide
• Synonyms: (1R,2S)-rel-2-(Aminomethyl)-N-ethyl-1-phenylcyclopropanecarboxamide; cis-2-(Aminomethyl)-N-ethyl-1-phenylcyclopropanecarboxamide; F 2800; N-Deethylated Milnacipran; N-Desethyl Milnacipran

Database IDs

• CAS Number: 105310-07-4
• PubChem SID: 162260363
• PubChem CID: 46781128

CALCULATED PROPERTIES

• Acid pKa: 15.917967
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.1704094
• LogD (pH = 7.4): -1.491738
• Log P: 0.8412226
• Molar Refractivity: 64.1642 cm^3
• Polarizability: 25.227499 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D289400

A metabolite of Milnacipran.

REFERENCES

• Bonnaud, B., et al.: J. Med. Chem., 30, 318 (1987)
• Kazuta, Y., et al.: Bioorg. Med. Chem., 10, 3829 (1987)
• Iversen, L., et al.: Br. J. Pharmacol., 147, S82 (1987)